1-(4-(4-methylpiperidin-1-yl)phenyl)ethan-1-one | 149704-71-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(4-methylpiperidin-1-yl)phenyl)ethan-1-one
• 英文别名: 1-(4-(4-Methylpiperidin-1-yl)phenyl)ethanone；1-[4-(4-methylpiperidin-1-yl)phenyl]ethanone
• CAS: 149704-71-2
• 化学式: C₁₄H₁₉NO
• mdl: MFCD08559068
• 分子量: 217.311
• InChiKey: YPBPHLCMFGCTHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-(4-methylpiperidin-1-yl)phenyl)ethan-1-one 以 乙醇 、 水 为溶剂， 以55%的产率得到1-[4-(4-Hydroxy-4-methyl-piperidin-1-yl)-phenyl]-ethanone
  参考文献：
  名称：

  Floyd, Nicholas; Munyemana, Francois; Roberts, Stanley M., Journal of the Chemical Society. Perkin transactions I, 1993, # 8, p. 881 - 882

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙酰基-苯甲酰胺 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 6.0h， 生成 1-(4-(4-methylpiperidin-1-yl)phenyl)ethan-1-one
  参考文献：
  名称：

  一种新颖且不寻常的苯环与各种胺之间形成C[sbnd]N键的方法

  摘要：

  开发了一种无需金属催化形成 CN 键的新方法。 4-乙酰基苯甲酰异氰酸酯与各种胺通过温和的方法反应形成CN键。该反应易于放大，并提供了具有良好至优异产率的相应产物，并且耐受多种官能团。

  DOI：

  10.1016/j.tetlet.2021.153355

文献信息

• ANTI-INFLAMMATORY COMPOUNDS
  申请人：Meingassner Josef Gottfried

  公开号：US20090227620A1

  公开（公告）日：2009-09-10

  The use of a steroid sulfatase inhibitor in the preparation of a medicament for the treatment of inflammatory diseases.

  使用类固醇硫酸酯酶抑制剂制备治疗炎症性疾病的药物。
• Combination of a Steroid Sulfatase Inhibitor and an Ascomycin
  申请人：Meingassner Josef Gottfried

  公开号：US20080293758A1

  公开（公告）日：2008-11-27

  A combination of a steroid sulfatase inhibitor and an ascomycin, which combination is useful as a pharmaceutical.

  一种类固醇硫酸酯酶抑制剂和曲霉素的组合物，该组合物可用作药物。
• Synthesis and antidepressant-like activities of some piperidine derivatives: involvements of monoaminergic and opiodergic systems
  作者：Ceren Kaya、Nazlı Turan Yücel、Ümmühan Kandemir、Derya Osmaniye、Özgür Can、Ümide Demir Özkay

  DOI：10.32383/appdr/152631

  日期：——

  It was aimed to synthesize some novel piperidine derivatives and investigate their antidepressant-like activities, in this study. Targeted compounds were obtained by reacting 1-(4-(substitutedpiperidin-1-yl)phenyl)ethan-1-one and heterocyclic aldehydes in methanol. The structures of the synthesized compounds were determined using data from various spectroscopic methods (IR, 1H-NMR, 13C-NMR, and LCMSMS). The compounds (50 mg/kg) were tested for their antidepressant-like effects by tail suspension and modified forced swimming tests (MFST). In addition, possible alterations in locomotor activities of mice were evaluated by activity cage measurements. Obtained results showed that compounds 2c-2f reduced the immobility time of mice in both of the antidepressant activity-screening tests indicating that these derivatives have antidepressant-like effects. Moreover, in MFST, compounds 2c and 2e significantly increased the swimming times, while compounds 2d and 2f significantly prolonged the climbing durations. Antidepressant-like effects of the compounds 2c and 2e was reversed with p-chlorophenylalanine methyl ester (serotonin depleting agent) pre-treatments while the same effect caused by the compounds 2d and 2f was abolished by pretreatment with α-methyl-para-tyrosine methyl ester (catecholamine depleting agent) pre-administrations. Moreover, pre-treatment with naloxone reversed the antidepressant-like effects of these four derivatives. Obtained results indicated that monoaminergic and opioidergic systems mediated the antidepressant-like effects of our novel piperidine derivatives.

  本研究旨在合成一些新型哌啶衍生物，并研究它们的抗抑郁活性。目标化合物由 1-(4-(取代哌啶-1-基)苯基)乙-1-酮和杂环醛在甲醇中反应得到。利用各种光谱方法（红外光谱、1H-NMR、13C-NMR 和 LCMSMS）获得的数据确定了合成化合物的结构。通过尾悬浮试验和改良强迫游泳试验（MFST）测试了这些化合物（50 mg/kg）的抗抑郁作用。此外，还通过活动笼测量法评估了小鼠运动活动可能发生的变化。结果表明，在两种抗抑郁活性筛选试验中，化合物 2c-2f 都能缩短小鼠的不动时间，这表明这些衍生物具有抗抑郁样作用。此外，在MFST中，化合物2c和2e显著增加了小鼠的游泳时间，而化合物2d和2f则显著延长了小鼠的攀爬时间。对氯苯丙氨酸甲酯（5-羟色胺消耗剂）的预处理逆转了化合物 2c 和 2e 的抗抑郁样作用，而α-甲基-para-酪氨酸甲酯（儿茶酚胺消耗剂）的预处理则取消了化合物 2d 和 2f 的相同作用。此外，预处理纳洛酮可逆转这四种衍生物的抗抑郁样作用。研究结果表明，单胺能和阿片能系统介导了我们的新型哌啶衍生物的抗抑郁样作用。
• Acylsulfonamides as inhibitors of steroid sulfatase
  申请人：Novartis AG

  公开号：EP2228364A1

  公开（公告）日：2010-09-15

  A compound of formula wherein the substituents are as defined in the specification and their use as pharmaceutical, particularly for treatment of disorders mediated by the action of steroid sulfatase.

  式中的化合物 其中的取代基如说明书中所定义，可用作药物，特别是用于治疗由类固醇硫酸酯酶作用介导的疾病。
• Saeed, May Sami; Jameil, Ahlam Mohammad, Journal of the Indian Chemical Society, 1992, vol. 69, # 7, p. 394 - 396
  作者：Saeed, May Sami、Jameil, Ahlam Mohammad

  DOI：——

  日期：——